$172 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$400
Overall average: $842
Hawaiian Airlines
月 1/19月 1/26
HNL - ORD • 1 stop
Cheapest non-stop
$479
Typical prices: $671-$1,143
American Airlines
水 2/11水 2/18
HNL - ORD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

月, 1月 19 - 月, 1月 26
Hawaiian Airlines Logo
11:16 pm - 2:29 pm
HNL
-
ORD
11h 13m1 stop
Hawaiian Airlines Logo
9:00 am - 6:53 pm
ORD
-
HNL
13h 53m1 stop
$400Hawaiian Airlines
月, 1月 26 - 月, 2月 2
Alaska Airlines Logo
2:24 pm - 11:37 pm
KOA
-
ORD
29h 13m1 stop
Alaska Airlines Logo
6:06 pm - 9:30 pm
ORD
-
KOA
31h 24m1 stop
$407Alaska Airlines
木, 1月 22 - 日, 1月 25
Alaska Airlines Logo
11:59 pm - 2:29 pm
OGG
-
ORD
10h 30m1 stop
Alaska Airlines Logo
6:06 pm - 11:20 pm
ORD
-
OGG
33h 14m1 stop
$417Alaska Airlines
火, 2月 10 - 火, 2月 17
Multiple Airlines Logo
11:59 pm - 5:10 pm
HNL
-
ORD
13h 11m1 stop
Multiple Airlines Logo
8:20 am - 9:26 pm
ORD
-
HNL
17h 06m1 stop
$418Multiple Airlines
月, 2月 2 - 木, 2月 5
Multiple Airlines Logo
9:50 pm - 1:10 pm
HNL
-
ORD
11h 20m1 stop
Multiple Airlines Logo
2:06 pm - 9:54 pm
ORD
-
HNL
11h 48m1 stop
$419Multiple Airlines
金, 2月 6 - 月, 2月 9
American Airlines Logo
11:00 pm - 2:57 pm
LIH
-
ORD
11h 57m1 stop
American Airlines Logo
5:00 am - 3:55 pm
ORD
-
LIH
14h 55m1 stop
$423American Airlines
月, 1月 19 - 月, 1月 26
Delta Logo
5:15 pm - 9:08 am
HNL
-
MDW
11h 53m1 stop
Delta Logo
6:00 am - 3:10 pm
MDW
-
HNL
13h 10m1 stop
$423Delta
木, 2月 19 - 月, 2月 23
Delta Logo
10:55 pm - 5:42 pm
HNL
-
ORD
14h 47m1 stop
Delta Logo
7:40 am - 5:05 pm
ORD
-
HNL
13h 25m1 stop
$423Delta
月, 1月 26 - 月, 2月 2
Southwest Logo
9:25 pm - 2:45 pm
KOA
-
MDW
13h 20m2 stops
Southwest Logo
6:10 am - 1:45 pm
MDW
-
KOA
11h 35m1 stop
$658Southwest
月, 1月 26 - 月, 2月 2
Southwest Logo
9:25 pm - 12:35 pm
KOA
-
MDW
11h 10m1 stop
Southwest Logo
6:10 am - 1:45 pm
MDW
-
KOA
11h 35m1 stop
$663Southwest
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$172
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Kahului to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $2,700
Business Class flights to Chicagofrom $1,850
Prem Econ Class flights to Chicagofrom $694
Economy Class flights to Chicagofrom $334